DK3042894T1 - Antiviralt middel - Google Patents
Antiviralt middel Download PDFInfo
- Publication number
- DK3042894T1 DK3042894T1 DK15187654.7T DK15187654T DK3042894T1 DK 3042894 T1 DK3042894 T1 DK 3042894T1 DK 15187654 T DK15187654 T DK 15187654T DK 3042894 T1 DK3042894 T1 DK 3042894T1
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- DK
- Denmark
- Prior art keywords
- optionally substituted
- ring
- compound
- solvate
- pharmaceutically acceptable
- Prior art date
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- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
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- A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
- A61K31/35—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having six-membered rings with one oxygen as the only ring hetero atom
- A61K31/351—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having six-membered rings with one oxygen as the only ring hetero atom not condensed with another ring
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- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
- A61K31/4025—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil not condensed and containing further heterocyclic rings, e.g. cromakalim
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- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/415—1,2-Diazoles
- A61K31/4155—1,2-Diazoles non condensed and containing further heterocyclic rings
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- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/4164—1,3-Diazoles
- A61K31/4178—1,3-Diazoles not condensed 1,3-diazoles and containing further heterocyclic rings, e.g. pilocarpine, nitrofurantoin
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- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/4196—1,2,4-Triazoles
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- A61K31/42—Oxazoles
- A61K31/422—Oxazoles not condensed and containing further heterocyclic rings
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- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
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- A61K31/4245—Oxadiazoles
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- A61K31/425—Thiazoles
- A61K31/427—Thiazoles not condensed and containing further heterocyclic rings
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- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
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- A61K31/4427—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
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- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/4427—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
- A61K31/4433—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems containing a six-membered ring with oxygen as a ring hetero atom
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- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/4427—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
- A61K31/4439—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems containing a five-membered ring with nitrogen as a ring hetero atom, e.g. omeprazole
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- A61K31/4709—Non-condensed quinolines and containing further heterocyclic rings
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- A61K31/4965—Non-condensed pyrazines
- A61K31/497—Non-condensed pyrazines containing further heterocyclic rings
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- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
- A61K31/506—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim not condensed and containing further heterocyclic rings
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- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
- A61K31/513—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim having oxo groups directly attached to the heterocyclic ring, e.g. cytosine
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- A61K31/5375—1,4-Oxazines, e.g. morpholine
- A61K31/5377—1,4-Oxazines, e.g. morpholine not condensed and containing further heterocyclic rings, e.g. timolol
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- C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
- C07D207/34—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
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Claims (20)
- PROVISORISKE KRAV1. Forbindelse med formel (I) :hvor Rc og RD sammen med de naboliggende carbonatomer danner en ring der kan være en kondenseret ring, Y er hydroxy; Z er O; RA er en gruppe vist med formel:hvor C-ringen er N-indeholdende aromatisk heterocykel, hvor mindst ét at atom naboliggende til atomet ved bindings-positionen er et ikke-substitueret N-atom; den brudte linje viser tilstedeværelsen eller fravær af en binding, eller med formel:hvor X er O; RB er en substituent valgt fra substitutionsgruppe A; mindst én af ringene dannet af Rc og RD, C ring og RB er substitueret med en gruppe af -Z1-Z2-Z3-R1, hvor Z1 og Z3 er hver uafhængigt en binding, eventuelt substitueret alkylen eller eventuelt substitueret alkenylen; Z2 er en binding, eventuelt substitueret alkylen, eventuelt substitueret alkenylen, -CH(OH) -, -S-, -SO-, -SO2-, -SO2NR2-, -NR2S02-, -O-, -NR2-, -NR2CO-, -CONR2-, -C(=0)-0-, -O-C(=0)- eller -C0-; R2 er hydrogen, eventuelt substitueret alkyl, eventuelt substitueret alkenyl, eventuelt substitueret aryl eller eventuelt substitueret heteroaryl; R1 er eventuelt substitueret aryl, eventuelt substitueret heteroaryl, eventuelt substitueret cycloalkyl, eventuelt substitueret cycloalkenyl eller eventuelt en substitueret heterocykel; ringen dannet af Rc og RD, C-ringen eller RB er eventuelt substitueret med en ikke-interfererende substituent ved en hvilken som helst position udover den hvor gruppen af -Z1-Z2-Z3-R1 (hvor Z1, Z2, Z3 og R1 er den samme som defineret ovenfor) er placeret; substitutionsgruppe A består af alkyl, alkoxy, hydroxy, eventuelt substitueret amino, eventuelt substitueret cycloalkyl, eventuelt substitueret cycloalkenyl, eventuelt substitueret heterocykel, eventuelt substitueret aryl og eventuelt substitueret heteroaryl, eller et farmaceutisk acceptabelt salt eller solvat deraf.
- 2. Forbindelsen ifølge krav 1, hvor ringen dannet af Rc og RD er en 5- til 6-leddet ring der kan indeholde et heteroatom(er) og være kondenseret med, eller et farmaceutisk acceptabelt salt eller solvat deraf.
- 3. Forbindelsen ifølge krav 2, hvor ringen dannet af Rc og RD er en 5- til 6-leddet ring der kan indeholde et heteroatom(er) af O og/eller N og være kondenseret med en benzenring, eller et farmaceutisk acceptabelt salt eller solvat deraf.
- 4. Forbindelsen ifølge krav 3, hvor ringen dannet af Rc og RD en 6-leddet ring der indeholder et heteroatom(er) af N og er kondenseret med en benzenring, eller et farmaceutisk acceptabelt salt eller solvat deraf.
- 5. Forbindelsen ifølge krav 3, hvor ringen dannet af Rc og RD en 6-leddet ring der indeholder et heteroatom(er) af N, eller et farmaceutisk acceptabelt salt eller solvat deraf.
- 6. Forbindelsen ifølge et hvilket som helst af kravene 1 til 5, hvor de ikke-interfererende substituenter er uafhængigt valgt fra hydrogen, halogen, alkoxycarbonyl, carboxy, alkyl, alkoxy, alkoxyalkyl, nitro, hydroxy, hydroxyalkyl, alkenyl, alkynyl, alkylsulfonyl, eventuelt substitueret amino, alkylthio, alkylthioalkyl, haloalkyl, haloalkoxy, haloalkoxyalkyl, eventuelt substitueret cycloalkyl, eventuelt substitueret cycloalkenyl, eventuelt en substitueret heterocykel, oxo, thioxo, nitroso, azid, amidino, guanidino, cyano, isocyano, mercapto, eventuelt substitueret carbamoyl, sulfamoyl, sulfoamino, formyl, alkylcarbonyl, alkylcarbonyloxy, hydrazino, morpholino, eventuelt substitueret aryl, eventuelt substitueret heteroaryl, eventuelt substitueret aralkyl, eventuelt substitueret heteroarylalkyl, eventuelt substitueret aryloxy, eventuelt substitueret heteroaryloxy, eventuelt substitueret arylthio, eventuelt substitueret heteroarylthio, eventuelt substitueret aralkyloxy, eventuelt substitueret heteroarylalkyloxy, eventuelt substitueret aralkylthio, eventuelt substitueret heteroarylalkylthio, eventuelt substitueret aryloxyalkyl, eventuelt substitueret heteroaryloxyalkyl, eventuelt substitueret arylthioalkyl, eventuelt substitueret heteroarylthioalkyl, eventuelt substitueret arylsulfonyl, eventuelt substitueret heteroarylsulfonyl, eventuelt substitueret aralkylsulfonyl and eventuelt substitueret heteroarylalkylsulfonyl, eller et farmaceutisk acceptabelt salt eller solvat deraf.
- 7. Forbindelsen ifølge et hvilket som helst af kravene 1 til 5, hvor den ikke-interfererende substituent på ringen dannet af Rc og RD er valgt fra hydrogen, halogen, alkyl, aralkyl, cycloalkyl, eventuelt substitueret aryl, alkoxy, alkoxyalkyl, eventuelt substitueret amino, hydroxyalkyl, alkenyl, alkoxycarbonylalkyl, heteroarylalkyl eller hydroxy; og den ikke-interfererende substituent på RB er valgt fra halogen, alkyl, aralkyl, cycloalkyl, eventuelt substitueret aryl, alkoxy, alkoxyalkyl, eventuelt substitueret amino, hydroxyalkyl, alkenyl, alkoxycarbonylalkyl, heteroarylalkyl eller hydroxy, eller et farmaceutisk acceptabelt salt eller solvat deraf.
- 8. Forbindelsen ifølge et hvilket som helst af kravene 1 til 7, hvor Z1 er en binding eller alkylen, eller et farmaceutisk acceptabelt salt eller solvat deraf.
- 9. Forbindelsen ifølge et hvilket som helst af kravene 1 til 8, hvor Z3 er en binding eller alkylen, eller et farmaceutisk acceptabelt salt eller solvat deraf.
- 10. Forbindelsen ifølge et hvilket som helst af kravene 1 til 9, hvor Z1, Z2 og Z3 ikke er bindinger på det samme tidspunkt, eller et farmaceutisk acceptabelt salt eller solvat deraf.
- 11. Forbindelsen ifølge et hvilket som helst af kravene 1 til 10, hvor R1 eventuelt er substitueret cycloalkyl, eventuelt substitueret aryl eller eventuelt substitueret heteroaryl, eller et farmaceutisk acceptabelt salt eller solvat deraf.
- 12. Forbindelsen ifølge krav 11, hvor R1 eventuelt er substitueret cycloalkyl valgt fra C3 til C6 cycloalkyl, eventuelt substitueret aryl valgt fra phenyl eller naphthyl, eller eventuelt substitueret heteroaryl valgt fra monocykliske aromatiske heterocykliske grupper eller en kondenseret aromatisk heterocyklisk gruppe, eller et farmaceutisk acceptabelt salt eller solvat deraf.
- 13. Forbindelsen ifølge krav 12, hvor eventuelt substitueret heteroaryl er en monocyklisk aromatisk heterocyklisk gruppe.
- 14. Forbindelsen ifølge et hvilket som helst af kravene 11 til 13, hvor substituenten af eventuelt substitueret cycloalkyl, eventuelt substitueret aryl og eventuelt substitueret heteroaryl er valgt fra alkyl, haloalkyl, halogen eller alkoxy, eller et farmaceutisk acceptabelt salt eller solvat deraf.
- 15. Forbindelsen ifølge et hvilket som helst af kravene 1 to 14, hvor C-ringen er imidazol-2-yl, imidazol-4-yl, pyrazol-3-yl, triazol-3-yl, tetrazol-5-yl, oxazol-2-yl, oxazol-4-yl, isoxazol-3-yl, thiazol-2-yl, thiazol-4-yl, l,3,4-thiadiazol-2-yl, 1,2,4-thiadiazol-5-yl, l,2,4-thiadiazol-3-yl, l,3,4-oxadiazol-2-yl, l,2,4-oxadiazol-5-yl, 1.2.4- oxadiazol-3-yl, isothiazol-3-yl, pyridin-2-yl, pyridazin-3-yl, pyradin-2-yl, pyrimidin-2-yl, pyrimidin-4-yl eller furazan-3-yl, eller et farmaceutisk acceptabelt salt eller solvat deraf.
- 16. Forbindelsen ifølge krav 15, hvor C-ringen er pyridin-2-yl, pyrimidin-2-yl, 1.3.4- oxadiazol-2-yl, l,2,4-triazol-3-yl, eller imidazol-2-yl, eller et farmaceutisk acceptabelt salt eller solvat deraf.
- 17. Forbindelse med formel (I):hvor Rc og RD sammen med de naboliggende carbonatomer danner en 5-eller 6-leddet heterocykel der kan indeholde et O- og/eller N-atom og være kondenseret med en benzenring; Y er hydroxy, mercapto eller amino; Z er O, S eller NH; RA er en gruppe vist med formel:hvor C-ringen er N-indeholdende aromatisk heterocykel, hvor mindst ét atom naboliggende til atomet ved bindings-positionen er et usubstitueret N-atom; den brudte linje viser tilstedeværelsen eller fravær af en binding, eller med formel:hvor X er O, S eller NH; RB er alkyl, alkoxy, hydroxy, eventuelt substitueret amino, eventuelt substitueret aryl, eventuelt substitueret heteroaryl, eventuelt substitueret cycloalkyl, eventuelt substitueret cycloalkenyl eller eventuelt en substitueret heterocykel; mindst én af ringene dannet af Rc og RD, C ring og RB er substitueret med en gruppe med formlen: -Z1-Z2-Z3-R1 hvor Z1 og Z3 er hver uafhængigt en binding, eventuelt substitueret alkylen eller eventuelt substitueret alkenylen; Z2 er en binding, eventuelt substitueret alkylen, eventuelt substitueret alkenylen, -CH(OH)-, -S-, -SO-, -SO2-, -S02N(R2)-, -N(R2)S02-, -O-, -N(R2)-, -N(R2)CO-, -CON(R2)-, -C(=0)-0-, -0-C(=0) eller -CO-; R2 er hydrogen, eventuelt substitueret alkyl, eventuelt substitueret alkenyl, eventuelt substitueret aryl eller eventuelt substitueret heteroaryl; R1 er eventuelt substitueret aryl, eventuelt substitueret heteroaryl, eventuelt substitueret cycloalkyl, eventuelt substitueret cycloalkenyl eller eventuelt en substitueret heterocykel; og ringen dannet af Rc og RD, C-ringen eller RB er eventuelt substitueret med 1 til 3 substituenter valgt fra hydrogen, alkyl, aralkyl, cycloalkyl, eventuelt substitueret aryl, alkoxy, alkoxyalkyl, eventuelt substitueret amino, hydroxyalkyl, alkenyl, alkoxycarbonylalkyl, heteroarylalkyl og hydroxy, ved en hvilken som helst position hvor den ovenfor nævnte formel: -Z1-Z2-Z3-R1 (hvor Z1, Z2, Z3 og R1 er den samme som defineret ovenfor) er lokaliseret, eller farmaceutisk acceptabelt salt eller solvat deraf.
- 18. Forbindelsen ifølge krav 17, hvor ringen dannet af Rc og RD er 5- eller 6-leddet heterocykel der kan indeholde et O- og/eller N-atom og kan være kondenseret med en benzenring; Y er hydroxy; Z er O; X er O; ringen dannet af Rc og RD er eventuelt substitueret med 1 til 3 substituenter valgt fra hydrogen, alkyl, aralkyl, cycloalkyl, eventuelt substitueret aryl, alkoxy, alkoxy alkyl, eventuelt substitueret amino, hydroxyalkyl, alkenyl, alkoxycarbonylalkyl og heteroaryl alkyl, og ring C og RB er eventuelt substitueret med 1 til 3 substituenter valgt fra alkyl, amino, halogen and hydroxy, eller farmaceutisk acceptabelt salt eller solvat deraf.
- 19. Forbindelsen ifølge krav 17 eller 18, hvor mindst én af ringene dannet af Rc og RD, C ring og RB er substitueret med en gruppe med formel: -Z1-Z2-Z3-R1 hvor Z1 er en binding eller alkylen; Z2 er alkylen eller -O-; Z3 er en binding eller alkylen; R1 er eventuelt substitueret aryl eller eventuelt substitueret heteroaryl, eller farmaceutisk acceptabelt salt eller solvat deraf.
- 20. Forbindelsen ifølge et hvilket som helst af kravene 1 til 19, eller et farmaceutisk acceptabelt salt eller solvat deraf til anvendelse som HIV-integrase-inhibitor.
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